(4Z)-4-ethylidene-8-[2-(methoxyamino)phenyl]-13-oxa-6-azatetracyclo[6.5.0.03,11.06,10]tridecan-7-one

Details

• Internal ID: d87b381b-4487-48e8-8ad7-8e3cdf9edaa8
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: (4Z)-4-ethylidene-8-[2-(methoxyamino)phenyl]-13-oxa-6-azatetracyclo[6.5.0.03,11.06,10]tridecan-7-one
• SMILES (Canonical): CC=C1CN2C3CC(C2=O)(C4CC1C3CO4)C5=CC=CC=C5NOC
• SMILES (Isomeric): C/C=C/1\CN2C3CC(C2=O)(C4CC1C3CO4)C5=CC=CC=C5NOC
• InChI: InChI=1S/C20H24N2O3/c1-3-12-10-22-17-9-20(19(22)23,18-8-13(12)14(17)11-25-18)15-6-4-5-7-16(15)21-24-2/h3-7,13-14,17-18,21H,8-11H2,1-2H3/b12-3+
• InChI Key: GYLCVLMCDDODNS-KGVSQERTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₃
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.17869263 g/mol
• Topological Polar Surface Area (TPSA): 50.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	+	0.7357	73.57%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5828	58.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6859	68.59%
BSEP inhibitior	+	0.8621	86.21%
P-glycoprotein inhibitior	-	0.6420	64.20%
P-glycoprotein substrate	+	0.5535	55.35%
CYP3A4 substrate	+	0.6522	65.22%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.7751	77.51%
CYP3A4 inhibition	-	0.6572	65.72%
CYP2C9 inhibition	-	0.5720	57.20%
CYP2C19 inhibition	-	0.5484	54.84%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.6787	67.87%
CYP2C8 inhibition	+	0.5329	53.29%
CYP inhibitory promiscuity	+	0.5501	55.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5188	51.88%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9887	98.87%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.8424	84.24%
Acute Oral Toxicity (c)	III	0.5607	56.07%
Estrogen receptor binding	+	0.6977	69.77%
Androgen receptor binding	+	0.6557	65.57%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.6424	64.24%
Aromatase binding	-	0.6474	64.74%
PPAR gamma	-	0.6409	64.09%
Honey bee toxicity	-	0.7693	76.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9704	97.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.95%	93.40%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.50%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.02%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.09%	94.45%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 5317542
• NPASS: NPC285266
• LOTUS: LTS0142480
• wikiData: Q105023873